Bear Mountain State Park

Bear Mountain is one of the best-known peaks of New York's Hudson Highlands. Located partially in Orange County in the town of Highlands and partially in Rockland County in the town of Stony Point, it lends its name to the nearby Bear Mountain Bridge and Bear Mountain State Park that contains it. Its summit, accessible by a paved road, has several roadside viewpoints, a picnic area and an observatory, the Perkins Memorial Tower. It is crossed by several hiking trails as well, including the oldest section of the Appalachian Trail (AT). As of 2021, the AT across Bear Mountain has been improved by the New York–New Jersey Trail Conference to minimize erosion and improve accessibility and sustainability as part of a project to rebuild and realign the trail that began in 2006. The Trailside Museum and Zoo located at the base of Bear Mountain is the lowest point on the Appalachian Trail (124 feet [38 m] above sea level). The steep eastern face of the mountain overlooks the Hudson River. The eastern side of the mountain consists of a pile of massive boulders, often the size of houses, that culminate in a 50-foot (15 m) cliff face at approximately the 1,000-foot (300 m) level. A direct scramble from the shore of Hessian Lake to Perkins Memorial Drive on the summit requires a gain of about 1,000 feet (300 m) in roughly 0.8 miles (1.3 km). From the summit, one can see as far as Manhattan, and the monument on High Point in New Jersey.

Popolopen is the name of several related landmarks mainly within the Hudson Highlands of Orange County, New York. These include a mountain, Popolopen Torne—or simply "The Torne", and a short and steep-sided nearby valley officially called Hell Hole, but often Popolopen Gorge. Popolopen Creek runs through this valley. The Popolopen Bridge spans its mouth at the Hudson River and is crossed by Route 9W. Popolopen Lake feeds the headwaters of its namesake creek. Despite local usage, the United States Board on Geographical Names recognizes only the lake, creek and bridge as bearing the name "Popolopen."

The Bear Mountain Inn is a 1915 hotel, restaurant and spa owned by the Palisades Interstate Park Commission and located in Bear Mountain State Park just south of the Bear Mountain Bridge in Rockland County, New York. It is now called the Bear Mountain Inn & Conference Center and features the 1915 Cafe and the Bear Mountain Trading Company gift store. A renovation was completed in April 2012.

The Battle of Forts Clinton and Montgomery was an American Revolutionary War battle fought in the Hudson Highlands of the Hudson River valley, not far from West Point, on October 6, 1777. British forces under the command of General Sir Henry Clinton captured Fort Clinton and Fort Montgomery and then dismantled the first iteration of the Hudson River Chains. The purpose of the attack was to create a diversion to draw American troops from the army of General Horatio Gates, whose army was opposing British General John Burgoyne's attempt to gain control of the Hudson. The forts were garrisoned by about 600 Continental Army troops under the command of two brothers, General (and Governor of New York) George Clinton and General James Clinton, while General Israel Putnam led additional troops at nearby Peekskill, New York. (This battle is also sometimes called the "battle of the Clintons" because of the number of participants with that name. The brothers were probably not related to Sir Henry.) Using a series of feints, Henry Clinton fooled Putnam into withdrawing most of his troops to the east, and then he landed over 2,000 troops on the west side of the Hudson to assault the two forts. After several hours of hiking through the hilly terrain, Clinton divided his troops to stage simultaneous assaults on the two forts. Although the approach to Fort Montgomery was contested by a company armed with a small field piece, they attacked the two forts at nearly the same time and captured them after a relatively short battle. More than half the defenders were killed, wounded, or captured. The British followed up this success with raids as far north as Kingston before being recalled to New York City. The action came too late to be of any assistance to Burgoyne, who surrendered his army on October 17. The only notable consequences of the action were the casualties suffered and the British destruction of the two forts on their departure.

Fort Clinton was an American Revolutionary War fort erected by the Continental Army on the west bank of the Hudson River in 1776.

Doodletown was an isolated hamlet in the Town of Stony Point, Rockland County, New York, United States. Purchased by the Palisades Interstate Park Commission during the 1960s, it is now part of Bear Mountain State Park and a popular destination for hikers, birdwatchers, botanists, and local historians. It is located north of Jones Point, west of Iona Island, and southeast of Orange County. The former settlement is now a ghost town. Members of the first family to settle in Doodletown during the 18th century, Huguenots whose last name was anglicized to "June", were also the last to leave it in the 1960s.

Fort Montgomery was a fortification built on the west bank of the Hudson River in Highlands, New York by the Continental Army during the American Revolution. Erected in 1776, Fort Montgomery was one of the first major investments by the Americans in strategic construction projects. Declared a National Historic Landmark, it is part of the Hudson River Valley National Heritage Area, owned and operated by the state of New York as the Fort Montgomery State Historic Site.

The Bear Mountain Bridge, ceremonially named the Purple Heart Veterans Memorial Bridge, is a toll suspension bridge in New York State. It carries US 6 and US 202 across the Hudson River between Bear Mountain State Park in Orange County and Cortlandt in Westchester County. At completion in 1924 it was longest suspension bridge in the world until this record was surpassed 19 months later by the Benjamin Franklin Bridge between Philadelphia and Camden, New Jersey. The Bear Mountain Bridge is unconventional among suspension bridges: though its main span (between the towers) is suspended by cables in the usual manner, the approach spans (outside the towers) do not have suspender cables and are instead unsuspended trusses, like the Williamsburg Bridge in New York City. The span enables connections between the Palisades Interstate Parkway and US 9W on the west bank near Bear Mountain and NY 9D on the east bank as well as US 9 and the Bear Mountain Parkway farther east. It also carries the Appalachian Trail and New York State Bicycle Route 9 across the Hudson. The bridge has two undivided vehicle lanes flanked by sidewalks. Cyclists may ride with motor vehicle traffic or walk their bikes on the sidewalks.

Iona Island is a 556-acre (2.25 km2) island of the Hudson River in the town of Stony Point, New York, on its west bank. The island is located approximately one mile (1.6 km) south of the Bear Mountain Bridge and is separated from the Hudson's western shore by mudflats and freshwater tidal marshes. It is part of Bear Mountain State Park, although it is occasionally listed separately as Iona Island State Park. From 1899 to 1947 the island was used as the Naval Ammunition Depot Iona Island. The island and its adjacent marsh were designated a National Natural Landmark in May 1974, and it is part of the Hudson River National Estuarine Research Reserve. It serves mainly as a bird sanctuary, particularly known as a winter nesting place for bald eagles.

Anthony's Nose is a 900+ ft (270 m) peak in the Hudson Highlands along the east bank of the Hudson River in the hamlet of Cortlandt Manor, New York. It lies at the extreme northwest end of Westchester County, and serves as the east anchor of the Bear Mountain Bridge.

The Hudson River National Estuarine Research Reserve is a National Estuarine Research Reserve in the state of New York. Home to more than 200 species of fish, the Hudson River serves as a nursery ground for such important fish as sturgeon, striped bass and American shad. It also supports a corresponding abundance of other river-dependent wildlife, especially birds. The river is profoundly influenced by the ocean's tides for over half its length, creating an estuary which stretches 153 miles (246 km) and includes a wide range of wetland habitats. The reserve sites reflect this diversity, from the brackish marshes of Piermont to the slightly brackish wetlands of Iona Island, and the freshwater tidal mudflats and marshes of Tivoli Bays and Stockport Flats.

Dunderberg Mountain is a 1,086-foot (331 m) mountain on the west bank of the Hudson River at the southern end of the Hudson Highlands. It lies just above Jones Point, New York, within Bear Mountain State Park and the town of Stony Point in Rockland County, New York. Dunderberg (also historically Donderberg) is a Dutch word, meaning "thunder mountain," so called by the early Dutch settlers because of the frequent thunderstorms in the vicinity.